Vacation rentals with a kayak in Philipstown

Great lakeside gem in the Catskills and just about 15 mins from attractions like Bethel Woods, restaurants in Jeffersonville, Callicoon and Livingstonmanor. Enjoyed our stay in this private retreat with hot tub, fire pit and kayaks. Look forward to visiting again.

This beautiful lake house is a lovely retreat from the chaos of the city. We spent the day lounging by the dock, and relaxing in the sun. It was awesome to have a full private bar with your own pool table right in the house!

We had a great time at Luz’s place. She was very responsive and proactive. The place itself is perfect for a couple and the views/lake access are the biggest perk. Very close to many great restaurants (all within a 7 min drive) and not far from other great places if you don’t mind driving a bit further. It was the perfect place for a long weekend and we hope to be back soon!

We had a wonderful stay at this location during my daughter’s graduation from Bard College. The location has beautiful views of the lake and the layout of the property was perfect for the family to gather and celebrate, while also giving everyone the space for their own quiet time or rest. I would definitely recommend this location and hope to have the opportunity to stay again.

Clean and comfortable cottage across the street from a lovely small lake. Good communication, easy to find. Enjoyed walking the pups around the lake. Plenty of wildlife (deer, ducks) around.

Nora’s house stands out as one of the best that I have stayed in. It feels like visiting the home of a relative who has taken care to ensure modern comforts while preserving the character and history of the home. It’s full of antique furniture and special treasures from china plates to vintage games. The views are breathtaking from indoors or out, and the covered deck allows for grilling or lounging even in the rain. One note: the pull-down stairs to the loft are quite steep. We used it as a daytime clubhouse until our kids, ages 9 and 10, got the courage to sleep up there on our last night. We loved hiking along the creek and visiting the farm animals. Bring tall wading boots if you are visiting in cool weather! Although we could see the adorable pigs and goats from the living room, we thankfully couldn’t smell or hear them unless we went down the hill to say hello. Nora was helpful, responsive, and friendly. I am grateful to her for making our stay so special. Highly recommended!

Perfect place for a long weekend with our family. Plenty of space for the 5 of us and an absolutely beautiful location. Right on the water with access to multiple kayaks. Very peaceful setting with easy access to nearby towns like Monticello and White Lake.

This house absolutely reminded me of home and my childhood ! So lovely and clean. Absolutely love the heated pool ! This was the perfect house for our wedding at the Mohonk mountain house . Close and such a comfortable stay . We really enjoyed the outdoor porch sitting room . Thank you for a comfortable and wonderful stay .

Cozy, quaint, cute space. Perfect for a couple or a single adventurer. Gorgeous location and amenities. Would happily re-book!

The area was absolutely beautiful. Valhalla Lake was private with stunning views. The cabin was exactly as it was described and the book of directions that was left for guidance was easy to follow.

Peaceful surroundings, beautiful lake, wonderful house and amazing hosts! Had an absolute ball kayaking, fishing, and enjoying nature. This was my second trip and can’t wait to go back again.

Thank you Ellen for the easeful stay at your cottage with clear instructions. The surroundings are beautiful. We saw an eagle at the lake!

Comfortable and clean with beautiful scenery - on clear days, you get a Mountain view across the lake! Highly recommend.

We enjoyed our stay! Such easy access to the beach was so convenient. You’re definitely better off venturing out after high tide to enjoy the most amount of beach and there are a lot of shells that make being barefoot challenging. We did arrive after major storms which could have contributed to that. The house was spotless with everything you need to be comfortable! We did not utilize the outdoor space but definitely would have if the weather was drier! Definitely would stay here again.

My wife and I were looking for a relaxing, peaceful place to spend our wedding anniversary and John’s place more than delivered. The grounds were beautiful and the views were breathtaking. The house was clean and cosy with large windows for letting in the sunlight and fresh air. The sounds of the river were incredibly calming. Leave the white noise machine at home and let the river sing you to sleep! Our dog had plenty of room to run around the property and she loved daily visits to the river, as we did too. The nearby town had some nice restaurants that John recommended, the Heron being our favorite! We had everything we needed and plenty of accommodations were provided, but it was clear that if you needed anything, John would make it happen for you. We loved this place and would absolutely stay there in the future.

I stayed for a month solo to focus on my projects & it was the most peaceful month. The house is contained in nature with a plethora of birds & animal life that I witnessed.. a crane fishing at the creek beside the house as I worked, a pair of woodpeckers hunting at the lawn, a chipmunk that lives under the house & has a morning ritual of its own. All while the lake boasted breathtaking sunsets. On the practical side, the kitchen was fully equipped with everything one needs to cook everyday, which I did. It was private & safe for a solo girl like me to stay a month. Amazon found its way to it no problem. And there are nice streets to take long walks which I did 1 hour a day. Very friendly neighbors, everyone waves at ya. The covered patio, working from the dinner table, waking up in the bedroom to the lake.. all main areas are flanked by beauty. Really was perfect for a solo getaway. Also wifi was very reliable. Keep in mind lake living = insects. They’re harmless. Highly rec renting!

We stayed over Memorial Day Weekend, '25. Wanted a quiet getaway for the four of us: my wife and myself, plus our adult daughter and our high school aged daughter. This property delivered. Quiet mix of woodlands and farm. Babbling brook right outside the back door. And it was a short drive to Delhi, which was a lovely little town.

Absolutely gorgeous place. Was so peaceful and nice. Meghan was friendly and responded very fast when we needed something. Would love to come back and enjoying the kayaks on the beautiful lake again!

Jill’s place was beautiful , cozy and unique. She was very accommodating with any questions we had, and the area had lots to offer. We drove through the mountains, checked out the historic Woodstock grounds, and went to many of the really cool breweries that were suggested. We also really enjoyed playing many of the records that she had while enjoying sunsets from the lake view of the house. Definitely would recommend and would love to come back for a visit

Really charming cottage in the woods, and great, responsive hosts. Really had a nice time in this wooded and rural area, with two lakes nearby and the canoes on white lake. The cottage was clean and had a sleek, minimalist, scandanavian style (I felt like I was back in Sweden from years ago), which we appreciated! very peaceful at night and the AC worked great which helped out greatly on the hot days we were there. It's close enough to Woodstock museum/grounds, good food and laid back entertainment options in neighboring towns. Overall, a great stay, thank you!

Bruce was very hospitable and his cabin was lovely. It was a very homey vibe , we had access to the lake, boats, grill and fire pit. There were bugs, but that’s obvious with being in the woods. We had a lovely stay at this cabin!

Very cozy, private, clean and feellikehome spot. Beautiful house on the lake with everything you need. Definitely would stay there again and recommend to everyone who is looking forward for a little getaway from busy life. Great host, responds quickly if any questions, clear instructions and info made my stay super comfortable and memorable. Great experience.

Amazing stay with incredible amenities! The house was super clean and spotless upon arrival. Beautiful property - you won’t want to leave! The host is super accommodating and provides thorough instructions for the amenities. Wonder is a thoughtful host and prepares you with all the tools/info you need to make your stay perfect. We used all three of the hot tub, cold plunge and sauna - it’s an immaculate setup. It rained most of our stay and the amenities kept us happily preoccupied all weekend.

Julie's place was the perfect winter getaway. The fireplace, hot tub and sauna warmed us and the very well-equipped kitchen enabled us to prepare great meals. The house was beautiful, with two living rooms for different activities and energy levels, a game room downstairs, a dining room with a large table and chairs, and comfortable furniture and beds throughout. Julie texted me to make sure that our every need was met. We had a snow and ice storm, and she had the driveway and walkways plowed, shoveled and sanded twice, and kept plenty of salt on-hand. We hope to return sometime in warmer weather so we can enjoy the pond, too.